2,3-Butanedione monoxime

Base Information

• Chemical Name: 2,3-Butanedione monoxime
• CAS No.: 17019-25-9
• Molecular Formula: C₄H₇NO₂
• Molecular Weight: 101.105
• European Community (EC) Number: 200-348-5
• NSC Number: 116103,660
• UNII: 19SQ93LM6H
• Nikkaji Number: J1.614.791E
• Wikipedia: Diacetyl_monoxime
• Wikidata: Q63392903
• Metabolomics Workbench ID: 70729
• ChEMBL ID: CHEMBL1255578
• Mol file: 17019-25-9.mol

Synonyms:2,3-BDMO;2,3-butanedione monooxime;2,3-butanedione monoxime;butanedione monoxime;diacetyl monooxime;diacetyl monoxime;diacetylmonoxime;KBDO;potassium 2,3-butanedione monoximate

Chemical Property of 2,3-Butanedione monoxime

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 101.047678466
• Heavy Atom Count: 7
• Complexity: 106

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Chemical Classes: Nitrogen Compounds -> Oximes
• Canonical SMILES: CC(=NO)C(=O)C
• Isomeric SMILES: C/C(=N\O)/C(=O)C
• Recent ClinicalTrials: Study of Dexamethasone-Allantoin-Metronidazole (DAM) Solution in the Treatment of Post-Operative Ileus (POI)

Technology Process of 2,3-Butanedione monoxime

There total 5 articles about 2,3-Butanedione monoxime which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

butanone (78-93-3) + isopentyl nitrite (110-46-3) → 2,3-Butanedione monoxime (57-71-6,17019-25-9,110828-81-4)

Guidance literature:

With hydrogenchloride; In diethyl ether;

Reference yield:

dimethylglyoxal (431-03-8) → 2,3-Butanedione monoxime (57-71-6,17019-25-9,110828-81-4)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; In methanol; at 20 ℃; for 5h;

DOI:10.1021/acs.joc.1c01834

Reference yield:

butanone (78-93-3) → 2,3-Butanedione monoxime (57-71-6,17019-25-9,110828-81-4)

Guidance literature:

With perhydrodibenzo-18-crown-6; tert.-butylnitrite; sodium ethanolate; In ethanol; at 0 ℃; for 18h; Further Variations:; Reagents; Solvents; Product distribution;

DOI:10.1248/cpb.49.1651

upstream raw materials:

butanone

isopentyl nitrite

dimethylglyoxal

Downstream raw materials:

3-acetyl-5-phenyl-isoxazole

2-(4-chlorophenyl)-4,5-dimethyl-1,3-oxazole-3-oxide

(S,S)-1,1'-(cyclohexane-1,2-diyl)bis(4,5-dimethylimidazole)-3,3'-dioxide

(R,R)-1,1'-(cyclohexane-1,2-diyl)bis(4,5-dimethylimidazole)-3,3'-dioxide